تفاعل #1994226

ord-cfcc9059646047e9a277c8a4ca8368a2

معادلة التفاعل

CC(C)(C)OC(=O)NCC(=O)O.CCCN(CCc1cccs1)[C@H]1CCc2c(O)cccc2C1.Cl
Boc-Gly Rotigotine HCl
O=C(O)C(F)(F)F
trifluoroacetic acid
CCCN(CCc1cccs1)[C@H]1CCc2c(O)cccc2C1.NCC(=O)O
Gly Rotigotine
المردود 79.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىall the volatiles were removed
  2. 2
    أخرىa rotary evaporator
  3. 3
    workup.DISSOLUTIONThe residue (dark yellow) was dissolved in methanol
  4. 4
    أخرىprecipitated
  5. 5
    workup.ADDITIONby adding into diethyl ether (40 mL)
  6. 6
    ترشيحThe pale yellow precipitate was filtered
  7. 7
    أخرىdried

الإجراء التجريبي

The Boc-Gly-Rotigotine HCl was deprotected by first dissolving the product (1.258 g, 2.55 mmol) in dichloromethane (64 ml). After addition of trifluoroacetic acid (9.83 ml, 128 mmol), the reaction mixture was stirred for 1 hour at room temperature and then all the volatiles were removed using a rotary evaporator. The residue (dark yellow) was dissolved in methanol and precipitated by adding into diethyl ether (40 mL). The pale yellow precipitate was filtered using a glass frit and dried to give Gly-Rotigotine.2TFA (1.140 g, 79% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08597633B2uspto-grants-2013_12